CREATINE

Possibly Marketed Outside US

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H9N3O2
Molecular Weight	131.1332
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN(CC(O)=O)C(N)=N

InChI

InChIKey=CVSVTCORWBXHQV-UHFFFAOYSA-N

InChI=1S/C4H9N3O2/c1-7(4(5)6)2-3(8)9/h2H2,1H3,(H3,5,6)(H,8,9)

HIDE SMILES / InChI

Molecular Formula	C4H9N3O2
Molecular Weight	131.1332
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/mesh/68003401 | http://www.hmdb.ca/metabolites/HMDB0000064

Creatine is an amino acid that occurs in vertebrate tissues and in urine. It is synthesized mainly in the liver from three different amino acids: arginine, glycine, and methionine. In skeletal muscles, which store 95% of it, creatine generally occurs as phosphocreatine. The rest is stored in the brain, heart, and testes. Creatine functions as part of the cell's energy shuttle. It is excreted as creatinine in the urine.

Approval Year

PubMed

Title	Date	PubMed
Decreased anterior cingulate myo-inositol/creatine spectroscopy resonance with lithium treatment in children with bipolar disorder.	2001-04	11182531
Assessment of coronary reperfusion in patients with myocardial infarction using fatty acid binding protein concentrations in plasma.	2001-03	11179265
IGF-I differentially regulates Bcl-xL and Bax and confers myocardial protection in the rat heart.	2001-03	11179063
An (1)H-MRS evaluation of the phosphocreatine/creatine pool (tCr) in human muscle.	2001-03	11171670
Mechanical load increases muscle IGF-I and androgen receptor mRNA concentrations in humans.	2001-03	11171591
Creatine transporter protein content, localization, and gene expression in rat skeletal muscle.	2001-03	11171559
Use of ergogenic aids by athletes.	2001-02-15	11174164
Dysarthria as the leading symptom of hypothyroidism.	2001-02-15	11172218
Use of Doppler ultrasonography to predict the outcome of therapy for renal-artery stenosis.	2001-02-08	11172177
Benefits of micronised Fenofibrate in type 2 diabetes mellitus subjects with good glycemic control.	2001-02-01	11166781
Mouse model of myocardial remodelling after ischemia: role of intercellular adhesion molecule-1.	2001-02-01	11164850
Neuroprotective effects of MK-801 on L-2-chloropropionic acid-induced neurotoxicity.	2001-02	11181825
Phosphorylation-dependent alteration in myofilament ca2+ sensitivity but normal mitochondrial function in septic heart.	2001-02	11179107
Parkinsonism and neck extensor myopathy: a new syndrome or coincidental findings?	2001-02	11176961
Thrombectomy with the X-SIZER catheter system in the coronary circulation: initial results from a multi-center study.	2001-02	11176013
Plasma levels of matrix metalloproteinase-9 and tissue inhibitor of metalloproteinase-1 are increased in the coronary circulation in patients with acute coronary syndrome.	2001-02	11174334
A controlled trial of topical nitroglycerin in a New Zealand white rabbit model of brown recluse spider envenomation.	2001-02	11174233
The three-dimensional structure of cytosolic bovine retinal creatine kinase.	2001-02	11173463
Tubular cell senescence and expression of TGF-beta1 and p21(WAF1/CIP1) in tubulointerstitial fibrosis of aging rats.	2001-02	11170790
Protection against cellular damage in the rat heart by iodoacetate.	2001-02	11170788
Release of muscle proteins after downhill running in male and female subjects.	2001-02	11169232
Serum concentrations of collagen degrading enzymes and their inhibitors after downhill running.	2001-02	11169229
Uremic concentrations of guanidino compounds inhibit neutrophil superoxide production.	2001-02	11168990
Cardiac troponins and creatine kinase content of striated muscle in common laboratory animals.	2001-02	11165200
Altered activities of rat brain metabolic enzymes caused by pentylenetetrazol kindling and pentylenetetrazol--induced seizures.	2001-02	11164705
Endogenous synthesis and transport of creatine in the rat brain: an in situ hybridization study.	2001-01-31	11165387
Expression and purification of polyhistidine-tagged firefly luciferase in insect cells--a potential alternative for process scale-up.	2001-01-23	11164962
Muscle-specific promoters may be necessary for adeno-associated virus-mediated gene transfer in the treatment of muscular dystrophies.	2001-01-20	11177557
Visualisation of presence, location, and transmural extent of healed Q-wave and non-Q-wave myocardial infarction.	2001-01-06	11197356
Myotoxicity studies of injectable biodegradable in-situ forming drug delivery systems.	2001-01-05	11165816
Deterioration in renal function associated with fibrate therapy.	2001-01	11200866
Rhabdomyolysis secondary to a drug interaction between simvastatin and clarithromycin.	2001-01	11197581
Exercise training increases creatine kinase capacity in canine myocardium.	2001-01	11194118
Creatine supplementation affects muscle creatine during energy restriction.	2001-01	11194113
Treatment of exercise-induced muscle injury via hyperbaric oxygen therapy.	2001-01	11194109
Effect of elbow joint angle on the magnitude of muscle damage to the elbow flexors.	2001-01	11194107
Oxygen free radical generation in healthy blood donors and cardiac patients: the protective effect of allopurinol.	2001-01	11192309
Leukocyte filtration in the early reperfusion phase on cardiopulmonary bypass reduces myocardial injury.	2001-01	11192307
Evidence of axonal damage in the early stages of multiple sclerosis and its relevance to disability.	2001-01	11176938
Clinical, electrocardiographic, and biochemical data for immediate risk stratification in acute coronary syndromes.	2001-01	11174865
Improving diagnostic yield in brain biopsy: coupling spectroscopic targeting with real-time needle placement.	2001-01	11169797
Plasma lipids and urinary albumin excretion rate in Type 1 diabetes mellitus: the EURODIAB IDDM Complications Study.	2001-01	11168343
Systemic effects of hyperthermic isolated lower limb perfusion with carboplatin and interferon-beta.	2001-01	11167557
Evaluation of the dystrophin-glycoprotein complex, alpha-actinin, dysferlin and calpain 3 in an autosomal recessive muscular dystrophy in Labrador retrievers.	2001-01	11166165
Mild phenotype of nemaline myopathy with sleep hypoventilation due to a mutation in the skeletal muscle alpha-actin (ACTA1) gene.	2001-01	11166164
Effects of EGF receptor ligands on fetal ovine myoblasts.	2001-01	11164331
Alterations in myocardial creatinine kinase (CK) and lactate dehydrogenase (LDH) isoenzyme-distribution in a model of left ventricular dysfunction.	2001-01	11163728
Pretreatment of human myocardium with adenosine.	2001-01	11163559
Validation of NACB and IFCC guidelines for the use of cardiac markers for early diagnosis and risk assessment in patients with acute coronary syndromes.	2001-01	11163037
Evolution and physiological roles of phosphagen systems.	2001	11181958

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:34:59 GMT 2025` Edited by `admin` on `Mon Mar 31 17:34:59 GMT 2025`
Record UNII	MU72812GK0
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CREATINE

Official Name

English

NSC-8752

Preferred Name

English

COSMOCAIR C 100

Common Name

English

CREATINE [VANDF]

Common Name

English

(N-(AMIDINO)-N-METHYLAMINO)ACETIC ACID

Systematic Name

English

CREATINE [USP-RS]

Common Name

English

(.ALPHA.-METHYLGUANIDO)ACETIC ACID

Common Name

English

GLYCINE, N-(AMINOIMINOMETHYL)-N-METHYL-

Systematic Name

English

Creatine [WHO-DD]

Common Name

English

NEOTINE

Common Name

English

CREATINE [MI]

Common Name

English

CREATINE [HSDB]

Common Name

English

KREATINUM

Common Name

English

CREATINE [II]

Common Name

English

N-AMIDINOSARCOSINE

Systematic Name

English

N-(AMINOIMINOMETHYL)-N-METHYLGLYCINE

Systematic Name

English

N-METHYL-N-GUANYLGLYCINE

Systematic Name

English

METHYLGLYCOCYAMINE

Systematic Name

English

Classification Tree Code System Code

LOINC

53074-1